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Host-Guest Interactions of Cyclic and Acyclic Polyethers with Alkylammonium Ions
Host-Guest Interactions of Cyclic and Acyclic Polyethers with Alkylammonium Ions
Journal of the Korean Chemical Society. 1994. Jul, 38(7): 509-515
  • Published : July 00, 1994
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Jeong, Jong Hwa
Kim, Dae Yeon
Lee, Sim Seong

Abstract
The interactions of 11 kinds of primary and secondary alkylammonium ions with cyclic (12C4, 15C5, 18C6, DT18C6 and DA18C6) and acyclic$(Q_2O_5)$ polyethers were investigated by NMR titration and conductometry. All of the alkylammonium ions under investigation form the relatively stable 1 : 1 complexes with crown ethers and acyclic polyether by H-bond. The interactions of alkylammonium ions with analogeous hosts having different size were in the order of 18C6 > 15C5 > 12C4, and the strengthes of donor atoms toward the alkylammonium ions were in the order of N > O > S. 18C6 forms more favorable interactions with primary alkylammonium ions than secondary alkylammonium ions, otherwise DA18C6 shows the opposite behaviors. The stability constants for complexations of 18C6 with the alkylammonium ions were determined conductometrically in methanol at 25$^{\circ}C$. The major factors affecting the stability of complexes were the type of alkylammonium ions, the length of alkyl-chain and the steric hindrance due to the structure of alkyl groups on complexation.